Yes,
eventually I lost my virginity. And I lost it the best possible
way: To a slut. It happened when I was.... ahem, ak. Fuck. Okay...
I was, ah... rats. 25 years old. Christ.

There are many
factors that lead up to someone not losing their virginity until
so late into the game (religious hang-ups, low self-esteem, unpopularity,
acne, scrawniness, cowardly, uncool, bad grooming habits, anti-social
behavior, weak in body and mind, unattractive, prude, quirky, awkward
and a touch effeminate). I was desperately looking to lose the cherry,
and I wasn't going to be able to do it without help.

Chicago, 1995
and my brother Rick had finally talked me into going out regularly
in the evenings to a bar. The "Smart Bar". This was something
that I didn't necessarily enjoy doing due to the aforementioned
defects, but he got me out and assured me that I would forever remain
a virgin if I didn't leave my apartment.

By this point
I was believing that I had been jinxed. I felt that I was more likely
to be killed in a car accident before I was to have sex. And not
only had I never had your basic penis/vagina intercourse, but I
was also free of spooning, blow jobs, naked-bed-pals, face sitting,
kitty licking, titty fucking, poked-with-a-ten-foot-poling and even
your basic hand job (besides my own). I was a complete and utter
mess to say the least.

Then along came
Nancy.

Nancy was loose.
She was a big breasted, sleazy girl who hung around in bars and
slept with the boys she met there. My brother and I were at the
bar, probably talking again about how I'd never get laid, when,
down at the other end of the bar appeared Nancy... in all of her
wonderful cleavage.

Portrait of a 25 year old virgin. I'm the pink one.

Now my brother
is a good looking guy and has never had much of a problem getting
girls. Nancy had flirted with him in the past but he was not interested
in her. This is where the scheme hatched. I was a desperate man,
and Nancy, not getting a reaction from my brother, began flirting
with me!

Rick said to
me this: "Bob, Nancy will sleep with you, I assure you that.
We just have to play this right."
Nancy was clearly giving me the eye from accross the bar. This was
going to be the evening that I would be cured of my virginity. You
see, Nancy, not being able to get Rick, thought that she could make
him jealous if she pressed me."Bob, the more she flirts with you the more irritated I'll act."
Nancy thought that she was coming in between two brothers."I'll just pretend that I don't even notice you and could care
less about your reactions.""No problem. This'll be easy. You watch."
I motioned to the flirtatious and smiling Nancy to come over, while
Rick pretended to be bothered that I was doing so, turning his shoulder
on me ever so slightly. The game was on.
She approached us and said "helloooo" quite sexily."Who is this, Rick?" she asked."I'm his brother Bob." I played it as cool as possible."You never told me you had a brother!"
She faced me, heaving her giant bosom into my face. [Note to ladies: I admire and respect this maneuver very much]

I tried to play
it cool, but there was no hiding my interest at that point. Rick
who? And my brother stayed true, letting out a perturbed sigh, and
sunk into his drink.
She
worked herself in between my knees and seemed to get more and more
aggressive with each make-believe glare from my bro. "Is everything okay with your brother?" She asked with a
devious smile."I dunno." I said without even looking at him,"He's fine. Whatever." I was gazing into her cleavage like
a love sick puppy. Rick periodically looked over his shoulder at
us like a jilted friend.

And
while all this was going on, Nancy's chest was getting nearer
and nearer to my nose and her dirty whispers into my ear sent
chills down my spine."What's the matter Rick?" She'd say.
Rick would only mumble his words and shrug.
"Maybe you should ask him if everything's okay?" She evilly
cooed into my ear."I'm sure he's fine." as if I were oblivious to him entirely
(which, actually, with my nose pointed down her shirt, I was,
at the time. Then I leaned over to him and whispered, "Goddamn,
you were right! Please keep it up! She grinds into me each time
you glare back!"

Nancy

Nancy
took my cherry in many different ways that night, and
she left me writhing on the bed only wanting more and
more.

She
even prepared a meal for me (pork chops, green beans,
buttered rolls and OJ) then spoon-fed me, on the bed,
whilst she rode my cock like a playground-springy-horse.

Being
fed while you're getting fucked has to be one of the
greatest things that ever happened to me in my entire
life.

"See, I told
you!" He replied, and I turned back towards Nancy's glorious tits.
Then, Rick stood up saying, "I gotta use the rest room", with
a brilliant pout. He walked away. Nancy worked me into a hardened,
horny frenzy with compliments, grinding, chest temptations and groping
hands. I couldn't believe what was happening to me.

By the time
Rick returned, Nancy had me embraced in her thighs and my nose buried
deep between those lovely honkers. Semi loudly to us both, Rick
stated "Okay, I'm outta here" while gathering his things.
Then, as he set his drink onto the bar he said into my ear, "I'm
very happy for you. Have a great night." Then he switched right
back into pouting mode, threw some change on the bar and left.

"Are you
sure everything's all right between you two?""I couldn't care less!" I stated. "I'm sure he'll be just
fine."
And then Nancy invited me back to her place.

She had no idea
I was a virgin, and that night she took my cherry many many different
ways.
So that's the story of the night that I got popped. I was now king,
and my crown had been mounted.

Nancy made it
very clear to me that she adored my penis, complimenting me on its
size often. She told me that she loved to suck dick and that I was
welcome back whenever I wanted to come, and I did return, for a
few weeks, until I met my first girlfriend-to-be, Julie.

Lose it to a
slut. That's what I say. They'll do all the work and never even
notice that you've no idea what you're doing.